Additive Pummerer reactions of vinylic sulfoxides. Synthesis of γ-hydroxy-α,β-unsaturated esters, α-hydroxyketones, and 2-phenylsulfenyl aldehydes and primary alcohols

Tetrahedron

Volumn 49, Issue 48, 1993, Pages 11263-11304

  Craig, Donald ^a   Daniels, Kevin ^a   MacKenzie, A Roderick ^b  

^a IMPERIAL COLLEGE LONDON   (United Kingdom)

^b PFIZER GLOBAL RESEARCH AND DEVELOPMENT   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKANOL; KETONE; SULFOXIDE;

ARTICLE; ENANTIOMER; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0027527467     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(01)81812-3     Document Type: Article

References (65)

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2. A Novel Rearrangement of Styryl Sulfoxide Induced by Phosphorus Pentachloride
3. Additive Pummerer rearrangement of methyl cyclopentylidene(phenylsulphinyl)-acetate induced by acetyl chloride, trifluoroacetic anhydride, or thionyl chloride
4. New rearrangement reactions of ?-phenylsulphinylacrylate derivatives
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7. Highly enantioselective construction of a quaternary carbon centre by the Pummerer-type reaction: a total synthesis of (?)-sibirine
8. Sulfoxide-Directed Lactonization: Asymmetric Synthesis of Porosin Intermediates
9. Additive Pummerer rearrangements. Asymmetric synthesis of (?)-methyl jasmonate
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11. Asymmetric Synthesis Using Nucleophilic Reagents Containing a Chiral Sulfoxide Group
12. Synthesis of α,β-Unsaturated Sulphides, Sulphoxides, and Sulphones by the Horner-Wittig Reaction in Two-Phase System Catalysed by Quaternary Ammonium Salts and Crown Ethers
13. Organosulfur compounds. 12. .alpha.-Phosphoryl sulfoxides. 3. Dimethylphosphorylmethyl p-tolyl sulfoxide. Resolution, stereospecific synthesis, and the Horner-Wittig reaction. A new synthesis of optically active .alpha.,.beta.-unsaturated sulfoxides
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15. Preparation of vinylic sulphones by Peterson olefination using phenyl trimethylsilylmethyl sulphone
16. A novel rearrangement of vinyl sulphoxides
17. Catalysis by Solid Superacids; 161. Improved Nafion-H Catalyzed Preparation of 1,1-Diacetates from Aldehydes
18. Applications of Diisobutylaluminium Hydride (DIBAH) and Triisobutylaluminium (TIBA) as Reducing Agents in Organic Synthesis
19. Elimination and addition reactions. Part XXVI. Asymmetric induction in additions of nucleophiles and electrophiles to ??-unsaturated sulphoxides
20. Stereoselektive Synthesen von Alkoholen, I. C  C-Verknüpfende Synthese von Allylalkoholen aus Aldehyden und Ketonen
21. Hypervalent iodine oxidation of silyl enol ethers. A direct route to ?-hydroxy ketones
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